Direct synthesis of α-substituted phosphonates
Direct synthesis of α-substituted phosphonates
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Date
2001-04-30
Authors
Praveen Kumar, K.
Muthiah, C.
Kumaraswamy, Sudha
Kumara Swamy, K. C.
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Abstract
The α-substituted phosphonates (OCH2CMe2CH2O)P(O)CH(X)(Ar) [X=Cl, OMe, NMe2 and OSiMe3], useful precursors for Horner-Wadsworth-Emmons reactions, are readily prepared by treating (OCH2CMe2CH2O)PX with an aromatic aldehyde. In the reaction of (OCH2CMe2CH2O)PCl with furfuraldehyde and cinnamaldehyde, the 5-chlorofurfurylphosphonate (OCH2CMe2CH2O)P(O)CH2 (5-Cl-C4H2O) and the γ-chlorophosphonate (OCH2CMe2CH2O)P(O)CH=CH-CH(Cl)Ph, respectively, are formed in good yields. © 2001 Elsevier Science Ltd.
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Keywords
Abramov reaction,
Phosphonates
Citation
Tetrahedron Letters. v.42(18)